Success Explained with Chris Guerriero

Success Explained with Chris Guerriero

Chris Guerriero is a serial entrepreneur, investor, and board member to companies that drive the American economy forward. With over 30 years in the trenches of business growth, he's built a personal portfolio of over a dozen companies and holds equity in multiple 7, 8, and 9-figure brands. For his industry-growth contributions, including his substantial advisory work with small to mid-size companies, Chris has been recognized by Bloomberg, Success Magazine, Inc., and Entrepreneur. Through his advisory firm (Club 28) Chris works directly with founders to build highly profitable businesses while helping them stay grounded, focused, and sane amid rapid growth. With a firm belief that the world needs more entrepreneurs… more people willing to fight and grow a brand that grows the economy, Chris constantly shares content where he unravels the exact strategies his companies use to scale fast and outperform competitors.

Episodes

June 19, 2025 85 mins

Mike Filsaime is a successful tech entrepreneur and founder of breakthrough startups such as GrooveCM, GrooveAI, and co-founder of Kartra, WebinarJam, and EverWebinar.

On this episode of Success Explained, Mike reveals how artificial intelligence is replacing entire departments - and what smart business owners are doing right now to stay competitive.

From building multiple 8-figure software companies to leading some of today’s most...

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You ever meet someone who made a bunch of money, and now they’re broke?

Or lost 40 pounds, and now they’re heavier than ever?

Or got into the perfect relationship, and now they’re alone again?

That’s not bad luck. It’s their baseline.

People always revert back to how they see themselves and what they believe they’re worth.

And it doesn't matter how much you achieve, if the way you see yourself is still stuck at a lower level, you’l...

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If you’ve ever felt like your team is dragging you down, or your company’s stuck at a plateau, chances are it’s because of this one mistake… and almost every business owner makes it.

In this video, you’re going to see how companies 10, 15, 20 X’ed their growth, the moment they made this one simple operational shift.

On the other hand, I’ve seen this mistake destroy 8-figure companies, and stall out others before they even hit $2MM.

...

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March 16, 2025 8 mins

Building a business is tough, but after 30+ years and 12 successful companies, I’ve learned what actually works, and what just sounds good in theory. 

A lot of people get lucky in business, but real, repeatable success comes down to focusing on the right things.

I always keep my eye on five key areas that make growth easier, and I’ll break them down for you in this video.

Let’s talk about what really moves the needle.

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Want to know how to get the right investors to fund your business growth?

Before seeking external funding, the smartest way to scale is by leveraging internal promotions to fuel expansion—because investors want to see what you’ve done to maximize profitability first.

But when you're ready for outside capital, you need to understand how investors work and what they look for before handing over millions.

In this podcast, I’ll break d...

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No matter what size your business is right now, hiring one great employee can grow your company’s bottom line faster than almost any other task you could focus on.

But most businesses mess this up because they either…

  1. Put an enormous amount of time and money into attracting and training people the wrong way.
  2. Or they think hiring the right people takes so much time and money that they do the absolute minimum just to get by, lik...
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To grow a business, you have to remember: vendors are tools. We can use them during times of growth when we don't have enough employees. But to grow an 8- or 9-figure business, we need to surround ourselves with people who will go to war with us and stick with us when times get tough because they see the big picture.

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If you talk to any really successful person you'll find this in common with all of them....

It's that they have 3 main people in their lives. 

And these 3 people could change at any given point, but there's always somebody sitting in each of these 3 seats in a successful person’s life.

And I promise you, if you analyze the people in your life, you probably have each of these 3 already around you, but you might not be leveraging the...

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Watch this video if f you want to take your business to the next level with expert insights from Chris Guerriero, a seasoned entrepreneur with 30+ years of experience scaling multimillion-dollar companies.

In this video, you'll learn how to master market share, boost revenue, retain loyal customers, and build a strong organizational foundation for sustainable growth.

You will learn how to gain clarity on the essential steps to brea...

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Have you ever wondered what your kids think about you being an entrepreneur?

In this exclusive interview, I sit down with my son and get his perspective of growing up with a dad who runs multiple companies.

We dive into the challenges of entrepreneurship, the sacrifices made for success, and the lessons learned from balancing work and family.

Plus, we talk about my journey of building and running companies while raising a family.

Y...

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Are you overwhelmed trying to grow your business while keeping your sanity intact? Success isn’t just about revenue—it’s about balancing business growth, health, relationships, and personal wealth to create a life that truly works for you. In this video, I share my journey from struggling for a decade to building a portfolio of 12 successful companies. You’ll d...

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Are you focusing on endless sales tactics, or are you building a business that thrives on delivering true value?

Success isn’t about pushing for more revenue at any cost—it’s about creating a business that prioritizes profit, loyalty, and long-term growth.

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Are you stuck in the grind, or are you building a business that truly serves you?

Success isn’t just about hitting big financial milestones; it’s about creating a life filled with purpose, joy, and unforgettable experiences.

In this video, we explore how to align your business with the life you want, why chasing money alone leads to burnout, and the key shifts successful entrepreneurs make to find fulfillment.

You’ll learn practica...

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Discover the powerful psychology behind selling and why customers’ perception of value—not just price—drives their purchasing decisions.

From wine bottles to painkillers, consumers are influenced by subtle details like brand, packaging, and design.

Learn why understanding your target audience is essential for creating a successful marketing strategy and see how to build a Target Demographic Analysis to boost your brand’s impact.

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In over 30 years of business and conducting thousands of job interviews, only a few candidates truly nailed their interviews—yet, they weren’t the most qualified on paper.

In this episode, we explore the key to standing out in job interviews, which isn't about having the most experience or credentials.

Successful candidates understand two essential traits: aligning with company values and getting clear on their goals.

Learn how cla...

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Chris dives deep into why so many businesses fail despite ambitious revenue goals.

Entrepreneurs often make the mistake of focusing solely on business growth, aiming to gross a million in the first year, net a million in the second, and hit 10 million by year three.

However, success isn’t just about money—it's about creating a life you love.

Discover how to set your business goals in alignment with your personal life goals, avoid b...

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In this episode, Chris Guerriero dives deep into redefining what true success means—and it’s not about the material things.

Success is built on four essential pillars: personal wealth, health and longevity, meaningful relationships, and living by core values.

Chris shares how these four elements guide you through life’s ups and downs, helping you overcome adversity and maintain focus.

If you're ready to achieve real, lasting succes...

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September 27, 2024 3 mins

The difference between somebody who is growing, and somebody who is stagnant, is amazingly simple.

And when you flip this switch in your life… you trigger growth very quickly.

The difference is this...

Watch now and see the difference, and how it can affect YOUR business and life...

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September 19, 2024 4 mins

There's only 3 places I ever look for answers in business...

And one of the biggest problems people have, especially when their business gets stuck at a plateau, is that they get these out of order, or they rely on just 1 or 2 of these places, instead of combining all 3.

But we don't make any decisions in any of my companies, or in the companies I advise, unless we look at all 3 of these of these places first… in this particular or...

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September 12, 2024 3 mins

You don't get what you want in life, you get what you HAVE to have.

Which is why in business, we don't set goals and then hope those goals are going to motivate us to move forward...

In business, we set our targets, then we break those targets down into actions that need to be taken in order to reach those targets.

And your entire day should be committed to taking those actions.

Watch now and see how to get anything and everything ...

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